An experimental estimate of the relative aromaticity of the cyclooctatetraene dianion by fusion to dimethyldihydropyrene.
نویسندگان
چکیده
The synthesis of the cyclooctatetraene dianion (COT(2-)) fused at the [e]-position of trans-10b,10c-dimethyl-10b,10c-dihydropyrene (DHP) is described, and by comparison of (1)H NMR properties and NICSAv to the analogous benzene fused DHP, the relative aromaticity of the dianion is found to be at least as great as that of benzene, and substantially larger than that of the cyclopentadienide anion.
منابع مشابه
Free Cyclooctatetraene Dianion: Planarity, Aromaticity, and Theoretical Challenges.
The planarity and 10 π-electron aromaticity of the free cyclooctatetraene dianion (C8H8 2−, COT2−) have been questioned recently on the basis of conflicting density functional and second-order Møller−Plesset perturbation computations. Rigorous coupled-cluster methods are employed here to establish the structure and properties of COT2−. Like many multiply charged anions, COT2− exists in isolatio...
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ورودعنوان ژورنال:
- Chemical communications
دوره 48 65 شماره
صفحات -
تاریخ انتشار 2012